Holiday rentals near Kentuckiana Trading
We found 813 holiday rentals — enter your dates for availability
Take a look at holiday rentals close to Kentuckiana Trading that provide the perfect home base for your trip. Whether you're travelling with a group or just with your pet, holiday homes have the amenities that you expect for your stay, which might include a fireplace and a washer and dryer. Whatever you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Kentuckiana Trading
Showing deals for:31 Oct - 7 Nov
Image gallery for 10 Min to Louisville, Huge Hot Tub, Awesome Backyard
1010 out of 10 rating
Exceptional
(37 reviews)
10 Min to Louisville, Huge Hot Tub, Awesome Backyard
Clarksville, IN
12% off
Price is AU$3,274
AU$3,274
AU$468 per night
includes taxes & fees
Image gallery for New! Stylish Bourbon 3 bed, 2 bath suite. Downtown, Bourbon Trail, Yum Center
1010 out of 10 rating
Exceptional
(6 reviews)
New! Stylish Bourbon 3 bed, 2 bath suite. Downtown, Bourbon Trail, Yum Center
Louisville, KY
8% off
Price is AU$5,261
AU$5,261
AU$752 per night
includes taxes & fees
Image gallery for Beautiful views and sunrises overlooking the water. Spacious home with elevator.
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Beautiful views and sunrises overlooking the water. Spacious home with elevator.
Jeffersonville, IN
8% off
Price is AU$7,035
AU$7,035
AU$1,005 per night
includes taxes & fees
Image gallery for Remote Feel, Close to the City!
1010 out of 10 rating
Exceptional
(14 reviews)
Remote Feel, Close to the City!
New Albany, IN
8% off
Price is AU$2,359
AU$2,359
AU$337 per night
includes taxes & fees
Image gallery for Custom cabin retreat with trails and hot tub. Exceptional reviews!
1010 out of 10 rating
Exceptional
(31 reviews)
Custom cabin retreat with trails and hot tub. Exceptional reviews!
Salem, IN
8% off
Price is AU$4,406
AU$4,406
AU$629 per night
includes taxes & fees
Image gallery for Beautiful Private Villa, Hot Tub near the Ohio River, Derby 2023, Bourbon Trail
1010 out of 10 rating
Exceptional
(7 reviews)
Beautiful Private Villa, Hot Tub near the Ohio River, Derby 2023, Bourbon Trail
Prospect, KY
7% off
Price is AU$3,257
AU$3,257
AU$465 per night
includes taxes & fees
Image gallery for Private Country Getaway 20 minutes from downtown Louisville, KY
9.89.8 out of 10 rating
Exceptional
(36 reviews)
Private Country Getaway 20 minutes from downtown Louisville, KY
Borden, IN
8% off
Price is AU$7,446
AU$7,446
AU$1,064 per night
includes taxes & fees
Image gallery for Gallant Fox - NuLu/Downtown
1010 out of 10 rating
Exceptional
(19 reviews)
Gallant Fox - NuLu/Downtown
Louisville, KY
7% off
Price is AU$2,645
AU$2,645
AU$378 per night
includes taxes & fees
Image gallery for Charming Churchill Downs Cottage
9.09.0 out of 10 rating
Wonderful
(17 reviews)
Charming Churchill Downs Cottage
Louisville, Kentucky
7% off
Price is AU$1,575
AU$1,575
AU$225 per night
includes taxes & fees
Image gallery for Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths
1010 out of 10 rating
Exceptional
(147 reviews)
Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths
Henryville, IN
15% off
Price is AU$3,449
AU$3,449
AU$493 per night
includes taxes & fees
Image gallery for River City Retreat
1010 out of 10 rating
Exceptional
(11 reviews)
River City Retreat
Jeffersonville, IN
7% off
Price is AU$2,698
AU$2,698
AU$385 per night
includes taxes & fees
Image gallery for New! Boho Comfort in the City! Spacious! Modern!
9.89.8 out of 10 rating
Exceptional
(8 reviews)
New! Boho Comfort in the City! Spacious! Modern!
Louisville, KY
8% off
Price is AU$4,316
AU$4,316
AU$617 per night
includes taxes & fees
Image gallery for Pet-Friendly Clarksville Home w/ Central A/C
1010 out of 10 rating
Exceptional
(36 reviews)
Pet-Friendly Clarksville Home w/ Central A/C
Clarksville, Indiana
7% off
Price is AU$3,243
AU$3,243
AU$463 per night
includes taxes & fees
Image gallery for Beautiful 3-bedroom home close to Louisville!
1010 out of 10 rating
Exceptional
(24 reviews)
Beautiful 3-bedroom home close to Louisville!
Sellersburg, IN
8% off
Price is AU$2,477
AU$2,477
AU$354 per night
includes taxes & fees
Image gallery for Kentucky Derby Churchill Downs 10 mins Amazing Area
1010 out of 10 rating
Exceptional
(23 reviews)
Kentucky Derby Churchill Downs 10 mins Amazing Area
Louisville, KY
22% off
Price is AU$4,611
AU$4,611
AU$659 per night
includes taxes & fees
Image gallery for Stylish Jeffersonville Home - Mins from Louisville
9.09.0 out of 10 rating
Wonderful
(20 reviews)
Stylish Jeffersonville Home - Mins from Louisville
Jeffersonville, IN
9% off
Price is AU$53,929
AU$53,929
AU$7,704 per night
includes taxes & fees
Image gallery for Story of Butchertown. Cozy, stylish and a great location.
1010 out of 10 rating
Exceptional
(7 reviews)
Story of Butchertown. Cozy, stylish and a great location.
Louisville, KY
7% off
Price is AU$3,745
AU$3,745
AU$535 per night
includes taxes & fees
Image gallery for Spacious Riverfront Townhome Directly Across from Downtown Louisville
1010 out of 10 rating
Exceptional
(64 reviews)
Spacious Riverfront Townhome Directly Across from Downtown Louisville
Jeffersonville, IN
12% off
Price is AU$2,426
AU$2,426
AU$347 per night
includes taxes & fees
Image gallery for Historic Cottage with modern amenities
9.49.4 out of 10 rating
Exceptional
(21 reviews)
Historic Cottage with modern amenities
Louisville, KY
9% off
Price is AU$3,161
AU$3,161
AU$452 per night
includes taxes & fees
Image gallery for The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
1010 out of 10 rating
Exceptional
(179 reviews)
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
Louisville, KY
7% off
Price is AU$2,527
AU$2,527
AU$361 per night
includes taxes & fees
Image gallery for Chic Flat on Central Park
1010 out of 10 rating
Exceptional
(27 reviews)
Chic Flat on Central Park
Louisville, KY
14% off
Price is AU$1,407
AU$1,407
AU$201 per night
includes taxes & fees
Image gallery for Tell your family to meet you here!<br>No Drinking Parties
1010 out of 10 rating
Exceptional
(35 reviews)
Tell your family to meet you here!<br>No Drinking Parties
Hardinsburg, IN
11% off
Price is AU$3,792
AU$3,792
AU$542 per night
includes taxes & fees
Image gallery for Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
1010 out of 10 rating
Exceptional
(9 reviews)
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Charlestown, IN
8% off
Price is AU$1,608
AU$1,608
AU$230 per night
includes taxes & fees
Image gallery for Historic Downtown, Walk to Dinner and Shops, Rooftop Patio, Great for Big Groups
1010 out of 10 rating
Exceptional
(159 reviews)
Historic Downtown, Walk to Dinner and Shops, Rooftop Patio, Great for Big Groups
New Albany, IN
8% off
Price is AU$7,396
AU$7,396
AU$1,057 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Kentuckiana Trading
Stellar Suites
Sleeps 5 · 1 bedroom
9.69.6 out of 10
Exceptionalexceptional
99 reviews(99 reviews)
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Sleeps 25 · 8 bedrooms · 4+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
70 reviews(70 reviews)
Hancock House
Sleeps 4 · 1 bedroom
8.28.2 out of 10
Very goodvery good
240 reviews(240 reviews)
The Bellwether Hotel
Sleeps 2 · 1 bedroom
8.08.0 out of 10
Very goodvery good
16 reviews(16 reviews)
A Cozy Cottage Near the Heart of All Louisville Attractions!
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
364 reviews(364 reviews)
BOURBON TRAIL & BEYOND! Central to everything in a quiet neighborhood/Game Room!
Sleeps 10 · 4 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
63 reviews(63 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value